A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights Hotels

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Check prices for these dates

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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Our top choices for Shelter Island Heights hotels

1. The Chequit

The Chequit
The Heights
United States
Patrick
€152
includes taxes & fees
1 Nov - 2 Nov
The Chequit

2. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
€188
includes taxes & fees
2 Nov - 3 Nov
House on Chase Creek

3. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
€204
includes taxes & fees
6 Oct - 7 Oct
Shelter Island House

4. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
€189
includes taxes & fees
1 Nov - 2 Nov
The Harbor Front Inn

5. Zey Hotel

Zey Hotel
Greenport
United States
Renee
€171
includes taxes & fees
6 Oct - 7 Oct
Zey Hotel

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
€330
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows

7. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
€220
includes taxes & fees
2 Nov - 3 Nov
Sound View Greenport

8. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
€270
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums

9. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
€227
includes taxes & fees
1 Nov - 2 Nov
The Shoals Suites and Slips

10. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
€290
includes taxes & fees
7 Oct - 8 Oct
American Beech Hotel

11. North Fork Resort

North Fork Resort
Greenport
United States
Harold
€270
includes taxes & fees
7 Oct - 8 Oct
North Fork Resort

12. Oyster Estate

Oyster Estate
Greenport
United States
Allison
€291
includes taxes & fees
1 Nov - 2 Nov
Oyster Estate

13. The Menhaden

The Menhaden
Greenport
United States
Lisa
€386
includes taxes & fees
4 Nov - 5 Nov
The Menhaden

14. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
€222
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn

15. Ocean Vista Resort

Ocean Vista Resort
Amagansett
United States
Dan
€129
includes taxes & fees
12 Oct - 13 Oct
Ocean Vista Resort

16. Shorewood Inn

Shorewood Inn
Riverhead
United States
Heather
€87
includes taxes & fees
6 Oct - 7 Oct
Shorewood Inn

17. Breakers Montauk

Breakers Montauk
Montauk
United States
Christine
€129
includes taxes & fees
12 Oct - 13 Oct
Breakers Montauk

18. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Frank
€146
includes taxes & fees
12 Oct - 13 Oct
The Bentley Hotel Southampton

19. Sun N Sound

Sun N Sound
Culloden Shores
United States
MARSILDA
€133
includes taxes & fees
1 Nov - 2 Nov
Sun N Sound

20. Montauk Manor

Montauk Manor
Montauk
United States
Maria
€145
includes taxes & fees
2 Nov - 3 Nov
Montauk Manor
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Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most.Learn more about Shelter Island Heights
Learn more about Shelter Island Heights

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Stay near popular Shelter Island Heights attractions

Crescent Beach

9.4/10 (13 reviews)
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
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Menhadden Lane Beach

8.8/10 (3 reviews)
Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
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Shelter Island Country Club

10.0/10 (3 reviews)
Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
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Sylvester Manor

8.8/10 (3 reviews)
You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.
See properties

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

See all hotels in Shelter Island Heights
A pebbled beach with a sunset and a distant bridge.

Top Shelter Island Heights Hotel Reviews

Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"."
andrew 1-night trip
Posted 1 hour ago
Ocean Vista Resort
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Nice room close to beach"
Christina 2-night trip
Posted 2 hours ago
Ocean Resort Inn
The Atlantic Hotel

The Atlantic Hotel

8/10 Good
"My only complaint would be i wish there was a Keurig machine in the room instead of an espresso machine. Would definitely stay there again."
Fred 2-night trip
Posted 5 hours ago
The Atlantic Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Scenery was picture postcard perfect! Highly recommend balcony view from the main hotel Room service was excellent and the dining room staff and food were wonderful Only downside. There were no robes in the room and if you drank the bottled water, you were charged. Not really disclosed very well I'm actually planning on going back"
Billie 2-night trip
Posted 6 hours ago
Water's Edge Resort & Spa
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Montauk Yacht Club was the perfect getaway for my boyfriend and I to celebrate our 3 year anniversary. Our room was spotless and had a great view of the water. We did mention to them ahead of time that it was our anniversary, thinking they might have some champagne or something waiting in the room for us, but they did not. Nonetheless, it was still a perfect stay. We played tennis and the courts were beautiful. The on-site restaurant was very yummy as well! I definitely recommend coming during the off season, as it is way less crowded in town and very relaxing."
Sarah 3-night trip
Posted 21 hours ago
Montauk Yacht Club
Montauk Blue Hotel

Montauk Blue Hotel

8/10 Good
"Great location!"
Melissa 2-night trip
Posted 22 hours ago
Montauk Blue Hotel
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Perfect for weekend stay"
DAWN 1-night trip
Posted 1 day ago
Ocean Surf Resort
Offshore Montauk

Offshore Montauk

10/10 Excellent
"Great location and vibe. Perfect for a couples getaway"
Mary 1-night trip
Posted 1 day ago
Offshore Montauk
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Friendly staff. Convenient location."
Rodhmir 1-night trip
Posted 1 day ago
Pier Blue Inn Old Saybrook - Essex

More cheap stays in Shelter Island Heights

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
€80
6 Oct - 7 Oct
includes taxes & fees
8/10 Very good! (1,006 reviews)
Pier Blue Inn Old Saybrook - Essex
Aderi Hotel Niantic

Aderi Hotel Niantic

239 Flanders Road Niantic CT
€82
1 Nov - 2 Nov
includes taxes & fees
Aderi Hotel Niantic
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
€90
6 Oct - 7 Oct
includes taxes & fees
6.8/10 (894 reviews)
Budget Host East End
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
€103
26 Oct - 27 Oct
includes taxes & fees
Sleep Inn & Suites Niantic North
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
€113
28 Oct - 29 Oct
includes taxes & fees
7.2/10 Good! (1,005 reviews)
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
€146
12 Oct - 13 Oct
includes taxes & fees
9.6/10 Exceptional! (593 reviews)
The Bentley Hotel Southampton

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Stunning Natural Beauty: Shelter Island Heights boasts picturesque scenery, perfect for outdoor adventures and relaxation.
  • Charming Beaches: Enjoy serene beaches ideal for sunbathing, swimming, and family fun.
  • Historic Attractions: Visit notable sites like the Shelter Island Presbyterian Church and explore the rich local history.
  • Diverse Accommodation: Choose from a range of lodging options, from luxurious hotels to unique agritourism properties.
  • Family-Friendly Activities: Engage in various recreational activities, making it an excellent destination for families.

Find great hotels near Shelter Island Heights

Discover a charming retreat in Shelter Island Heights, where a variety of accommodation options await you, from delightful hotels to unique agritourism properties. Whether you're seeking a pet-friendly getaway, an adventurous family holiday, or a peaceful escape, you'll find the perfect lodging to suit your needs. Explore the inviting atmosphere and stunning surroundings of Shelter Island Heights, ensuring a memorable stay.

  • Sound View Greenport: Sound View Greenport is a charming 3.5-star hotel offering a delightful beachside experience, just 3.2km from Shelter Island Heights. With a guest rating of 8.4 out of 10, it is ideal for families and business travellers alike. Guests appreciate the direct access to the beach, making it perfect for sun-seekers. The hotel is particularly family-friendly, featuring amenities such as free cribs and window guards for children, ensuring a safe and enjoyable stay for families travelling with young ones.
  • Stirling House Bed & Breakfast: This highly-rated 3-star bed and breakfast, located a mere mile from Shelter Island Heights, boasts an impressive guest rating of 9.8 out of 10. Stirling House offers a warm and inviting atmosphere, complemented by complimentary full breakfast options and a relaxed bar and lounge for evening unwinding. Guests can indulge in recreational activities, including nearby bicycle rentals. The property also features entertainment options such as DVD players and premium television channels, alongside stunning waterfront views that enhance the idyllic setting.
  • Sag Harbor Inn: Situated 9.7km from Shelter Island Heights, Sag Harbor Inn is a well-regarded 3.5-star hotel with a commendable guest rating of 9.4 out of 10. This establishment is particularly suited for business travellers, offering an environment conducive to work and relaxation. Guests appreciate the seamless blend of comfort and professionalism, making it a dependable choice for those visiting for work purposes. The inn's proximity to local business hubs ensures convenience, while its charming surroundings provide a pleasant retreat after a busy day.

Where to stay near Shelter Island Heights

Discover the charm of Shelter Island Heights, a delightful destination perfect for outdoor adventures, family getaways, and romantic retreats. Surrounded by stunning scenery, this island community offers an array of excursions, from relaxing beaches to picturesque trails. Explore nearby neighbourhoods that reflect a blend of luxury and budget-friendly options, ensuring a memorable experience for every traveller in this serene part of New York.

  • Greenport: Nestled merely 1.6km away from Shelter Island Heights, Greenport is a vibrant city renowned for its outdoor charm and romantic beach experiences. The area sees a moderate influx of visitors, particularly bustling between June and August. Greenport offers a plethora of activities, from golf courses to lively music concerts. Visitors can enjoy the stunning local beaches and parks, perfect for a day spent in nature or a leisurely stroll with loved ones. This picturesque locale is ideal for those seeking a blend of relaxation and entertainment.
  • Mattituck: Located 17.7km from Shelter Island Heights, Mattituck is a delightful city that attracts visitors for its outdoor adventures and entertainment-themed experiences. Much like Greenport, the peak tourist season occurs from June to August, with a slight decline in numbers during the winter months. Mattituck is known for its golf courses and local markets, where you can sample fresh produce and artisanal products. The nearby beaches and tranquil lakes make it a perfect spot for families looking to enjoy a day out in the sun or engage in water activities.
  • Springs: Also situated 17.7km from Shelter Island Heights, Springs is a charming village that welcomes travellers year-round, with peak visits from September to November. Known for its outdoor activities and family-friendly atmosphere, Springs boasts recreational areas and golf courses that cater to all ages. The local beaches and parks provide ample opportunities for relaxation and enjoyment, making it an ideal destination for families seeking fun and adventure amidst scenic surroundings. With its welcoming community and laid-back vibe, Springs is sure to leave a lasting impression.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the nearby Southampton Village, approximately 16.1km away, where you’ll find charming boutiques and artisanal markets that showcase local craftsmanship.

Recreation

At the Shelter Island Heights Wellness Retreat, indulge in rejuvenating spa treatments and calming yoga sessions amidst serene surroundings. Enjoy leisurely walks along the waterfront, where you can appreciate nature's beauty and unwind in peaceful settings ideal for reflection and relaxation.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 33.8km from Shelter Island Heights. Feel the adrenaline as you watch high-speed races in a vibrant atmosphere. Alternatively, head to Waterford Speedbowl, 38.6km away, for more exciting motorsport action amidst a lively crowd.

Nightlife

In Shelter Island Heights, the nightlife is charming and laid-back. Venues like The Pridwin Hotel offer relaxed dining and live music, while the Shelter Island Wine Company provides a cosy atmosphere for wine tasting. Enjoy a quiet evening stroll along the waterfront to soak in the serene night views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Shelter Island Heights

For a delightful vacation in Shelter Island Heights, visitors can enjoy a mix of outdoor activities, family-friendly fun, and romantic escapes. Explore beautiful beaches, urban parks, and historic buildings while immersing yourself in the local culture. Key points of interest include the Shelter Island Presbyterian Church, the Town of Shelter Island, and nearby Fishers Island, ensuring a varied experience for all types of travellers.

  • Crescent Beach: Enjoy the tranquil atmosphere of Crescent Beach, nestled within Shelter Island Heights. This idyllic beach offers sandy shores and gentle waves, perfect for a relaxing day by the sea, soaking up the sun and enjoying beach vibes.
  • Orient Point County Park: Located 12.9km away, Orient Point County Park provides a lovely urban park experience with family-friendly activities. Explore its walking trails and picnic areas while embracing the city's outdoor charm and natural beauty.
  • Sag Harbor Marine Park: Just 11.3km from Shelter Island Heights, Sag Harbor Marine Park is a haven for adventure seekers. This marina offers opportunities for boating, fishing, and enjoying the beach, making it an exciting outdoor destination.

Best time to go to Shelter Island Heights

The best time to visit Shelter Island Heights is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyHighAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyAverageModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyLowAverage
December42.1°F (5.6°C)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island Heights

Accessing Shelter Island Heights is convenient via several major airports. Bradley International Airport (BDL) in Hartford, CT, is approximately 98.2km away, with nearby options like The Capitol Hotel and Candlewood Suites Windsor Locks, both providing easy access to the airport. New York's JFK Airport is around 130.4km distant, featuring fine hotels such as The William Vale and Graduate by Hilton, ensuring a comfortable stay. LaGuardia Airport (LGA) is situated about 132.0km from Shelter Island Heights, with luxurious choices like the Four Seasons Hotel and The Lowell, both offering excellent transportation services to the airport.

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Chequit is one of the top choices for your stay based on our traveller data. This hotel offers a restaurant and free parking. The Pridwin Hotel is another good option for your stay. See all available top hotels, or vacation rentals in Shelter Island Heights.
What are some of the best holiday rentals that Shelter Island Heights has to offer?
Unobstructed Ocean Views ! A Beautiful Montauk Getaway: This holiday home rental outside of Shelter Island Heights is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden. See all vacation rentals in Shelter Island Heights.
If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
What's the best family accommodation in Shelter Island Heights?
The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your child-friendly holiday. Also, attractions in the area such as East End Seaport Maritime Museum and Railroad Museum of Long Island are fun for children of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best dog-friendly accommodation option in Shelter Island Heights?
The Chequit is a top hotel for people travelling with their pets, and offers a restaurant and a coffee shop/cafe for its human guests. SEVEN - Shelter Island Guest House is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best place to stay to stay near the beach in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach . See more stays near the beach in Shelter Island Heights.
What's the best accommodation for a golf trip to Shelter Island Heights?
Shelter Island House is a top hotel that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include House on Chase Creek and SEVEN - Shelter Island Guest House. You can tee off at Shelter Island Country Club during your trip. See more golf hotels in Shelter Island Heights.
What are some accommodation options with pools in Shelter Island Heights?
The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach and a full-service spa. View all hotels with pools in Shelter Island Heights.
What is the best spa hotel in Shelter Island Heights?
The Pridwin Hotel is a top spa hotel featuring a private beach, a fitness centre, a bar and a restaurant. Spend an afternoon at Pridwin Spa where you'll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Shelter Island Heights.
How is it to stay in Shelter Island Heights?
Visitors to Shelter Island Heights will definitely enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices and theatres. In Shelter Island Heights, there are 43 hotels and other accommodation options to choose from. Find out more about Shelter Island Heights.
What should I do while I'm visiting Shelter Island Heights?
Natural beauty is on display at Sunset Beach, Crescent Beach and Menhadden Lane Beach. A couple of additional sights to add to your itinerary are Shelter Island Country Club and Sylvester Manor. Take a look at what more there is to see and do in Expedia's Shelter Island Heights guide.
What's the weather like in Shelter Island Heights?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.

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